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- W2065239635 abstract "The X-ray structure of 15-apoviolaxanth-15-al ( = (1′S,2′R,4′S,2E,4E,6E,8E)-9-(1′,2′-epoxy-4′-hydroxy-2′,6′,6′-trimethylcyclohexyl)-3,7-dimethylnona-2,4,6,8-tetraenal) is reported. The four symmetry-independent molecules in the asymmetric unit are linked into X-shaped spirals by intermolecular H-bonds. Additional H-bonds interconnect the spirals, forming wave-like chains. The geometry of the polyene side chain possesses the same in-plane bending observed for related retinal and carotenoid compounds. The polyene side chain deviates from planarity by twists of up to 10° about each bond; some of the largest twists are about CC bonds. The epoxycyclohexane ring possesses a distorted ‘C(3)-sofa’ conformation. The torsion angles about the bond connecting the polyene chain to the cyclohexane ring are compared with equivalent torsion angles in molecules containing epoxide rings substituted with a π-system in order to examine possible interactions between the epoxide group and the π-system, either through pseudoconjugation, or through an interaction of the nonbonding orbitals of the epoxy O-atom with the π-orbitals of the polyene chain. The latter is considered to be more likely." @default.
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- W2065239635 date "1994-06-29" @default.
- W2065239635 modified "2023-10-18" @default.
- W2065239635 title "X-Ray Structure Analysis of 15-Apoviolaxanth-15-al" @default.
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- W2065239635 doi "https://doi.org/10.1002/hlca.19940770414" @default.
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